bromomethyl (E)-2-phenylethenyl sulfone | 648428-34-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: bromomethyl (E)-2-phenylethenyl sulfone
• 英文别名: (E)-[(2-bromomethylsulfonyl)vinyl]benzene；Bromomethyl (e)-styryl sulfone；[(E)-2-(bromomethylsulfonyl)ethenyl]benzene
• CAS: 648428-34-6
• 化学式: C₉H₉BrO₂S
• 分子量: 261.139
• InChiKey: ZEYVAFAFTVLNDL-VOTSOKGWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  42.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  bromomethyl (E)-2-phenylethenyl sulfone 在 溴 作用下， 以 四氯化碳 为溶剂， 生成
  参考文献：
  名称：

  单和二溴取代的甲基乙烯基砜与CH-酸烯醇化物的缩合产物

  摘要：

  Bromomethyl (E)-2-phenylethenyl and bromomethyl (Z)-1-bromo-2-phenylethenyl sulfones undergo condensation with enolates generated from malononitrile, dimethyl malonate, methyl and ethyl acetoacetate using NaH in THF to give tetrahydrothiophene S,S-dioxides. Methyl (E)-1-bromo-2-phenylethenyl and methyl (E)-2-bromo-2-phenylethenyl sulfones react with sodium malononitrile to give 2-[2-(methylsulfonyl)-1-phenylethylidene]malononitrile. The bromomethyl-(E)-2-bromo-2-phenyl ethenyl sulfone reacts with sodium malononitrile to give 2-[2-(bromomethylsulfonyl)-1-phenylethylidene]malononitrile exclusively.

  DOI：

  10.1007/s10593-008-0058-9
• 作为产物：
  描述：

  [1-Bromo-2-(bromomethanesulfonyl)ethyl]benzene 在 sodium carbonate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 生成 bromomethyl (E)-2-phenylethenyl sulfone
  参考文献：
  名称：

  单和二溴取代的甲基乙烯基砜与CH-酸烯醇化物的缩合产物

  摘要：

  Bromomethyl (E)-2-phenylethenyl and bromomethyl (Z)-1-bromo-2-phenylethenyl sulfones undergo condensation with enolates generated from malononitrile, dimethyl malonate, methyl and ethyl acetoacetate using NaH in THF to give tetrahydrothiophene S,S-dioxides. Methyl (E)-1-bromo-2-phenylethenyl and methyl (E)-2-bromo-2-phenylethenyl sulfones react with sodium malononitrile to give 2-[2-(methylsulfonyl)-1-phenylethylidene]malononitrile. The bromomethyl-(E)-2-bromo-2-phenyl ethenyl sulfone reacts with sodium malononitrile to give 2-[2-(bromomethylsulfonyl)-1-phenylethylidene]malononitrile exclusively.

  DOI：

  10.1007/s10593-008-0058-9

文献信息

• Adducts of Tricyclo[4.1.0.02,7]heptane hydrocarbons with methane- and Halomethanesulfonyl Thiocyanates and their transformations in the presence of bases (nucleophiles)
  作者：V. A. Vasin、P. S. Petrov、S. G. Kostryukov、V. V. Razin

  DOI：10.1134/s1070428012040057

  日期：2012.4

  boiling aqueous dioxane containing NaOH with formation of 1-(X-methylsulfonyl)tricyclo[4.1.0.02,7]heptanes. Under analogous conditions the anti-adducts (X = Me) are converted into 1,2-bis(7-syn-methylsulfonyl-6-endo-R-bicyclo[3.1.1]hept-6-exo-yl)disulfanes. The anti-adduct derived from unsubstituted tricyclo[4.1.0.02,7]heptane and MeSO2SCN reacted with methyllithium or phenylmagnesium bromide to produce

  1-R -三环[4.1.0.0 2,7 ]庚烷（R = H，Me中，PH）占用甲烷和halomethanesulfonyl硫氰酸盐XCH 2 SO 2 SCN（X = H，氯，溴）在中央Ç 1 - ç 7键的苯在20℃下具有高的抗-选择性，得到双环[3.1.1]与7-庚烷衍生物内的孪位取向的磺酰基和氰硫基相对于R取代基。通过在0°C于THF中的叔丁醇钾的作用或在沸腾的含NaOH的二恶烷水溶液中加热形成1-（X-甲基磺酰基）三环[4.1.0.0 2,7]，合成的加合物失去了HSCN分子。]庚烷。在类似条件下，反加合物（X ＝ Me）被转化为1，2-双（7-顺-甲基磺酰基-6-内-R-双环[3.1.1]庚-6-外-酰基）二硫烷。所述抗选自未取代的三环衍生-adduct [4.1.0.0 2,7 ]庚烷和内消旋2 SCN用甲基或苯基溴化镁反应，产生7-抗-甲基（苯基）硫基-6-内-methylsulfonylbicyclo-
• Condensation products of mono-and dibromo-substituted methyl vinyl sulfones with CH-acids enolates
  作者：V. A. Vasin、I. Yu. Bolusheva、V. V. Razin

  DOI：10.1007/s10593-008-0058-9

  日期：2008.4

  Bromomethyl (E)-2-phenylethenyl and bromomethyl (Z)-1-bromo-2-phenylethenyl sulfones undergo condensation with enolates generated from malononitrile, dimethyl malonate, methyl and ethyl acetoacetate using NaH in THF to give tetrahydrothiophene S,S-dioxides. Methyl (E)-1-bromo-2-phenylethenyl and methyl (E)-2-bromo-2-phenylethenyl sulfones react with sodium malononitrile to give 2-[2-(methylsulfonyl)-1-phenylethylidene]malononitrile. The bromomethyl-(E)-2-bromo-2-phenyl ethenyl sulfone reacts with sodium malononitrile to give 2-[2-(bromomethylsulfonyl)-1-phenylethylidene]malononitrile exclusively.